Low-affinity interactions of BODIPY-FL-GTPgammaS and BODIPY-FL-GppNHp with G(i)- and G(s)-proteins

Naunyn Schmiedebergs Arch Pharmacol. 2003 Sep;368(3):210-5. doi: 10.1007/s00210-003-0783-7. Epub 2003 Aug 14.

Abstract

BODIPY-FL-guanosine 5'-[gamma-thio]triphosphate (B-GTPgammaS) and BODIPY-FL-guanosine 5'-[beta,gamma-imido]triphosphate (B-GppNHp) induce fluorescence changes upon binding to purified G(s)/G(i)-proteins and were suggested to serve as probes for monitoring receptor-mediated G-protein activation. However, B-GTPgammaS and B-GppNHp bound to receptor-Galpha(s)/Galpha(i) fusion proteins expressed in Sf9 cell membranes with 1100- to 5600-fold- and 17- to 55-fold lower affinity than GTPgammaS and GppNHp, respectively. The affinity of B-GTPgammaS/B-GppNHp for G(s)/G(i)-proteins was considerably lower than the affinity of N-methylanthraniloyl (MANT)-substituted GTP analogs for G(s)/G(i)-proteins. B-GTPgammaS/B-GppNHp were much less potent than GTPgammaS/GppNHp at regulating adenylyl cyclase (AC) via G(s)- and G(i)-proteins. B-GTPgammaS/B-GppNHp were similarly efficient as GTPgammaS/GppNHp at activating G(i), but less efficient at activating G(s). In contrast to MANT-GTPgammaS/MANT-GppNHp, B-GTPgammaS/B-GppNHp were inefficient at directly inhibiting AC. In conclusion, the bulky BODIPY group strongly reduces the affinity of GTPgammaS/GppNHp for G-proteins, limiting the use of B-GTPgammaS/B-GppNHp as fluorescence probes.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Boron Compounds / pharmacology*
  • Cell Membrane / metabolism
  • Fluorescent Dyes / metabolism*
  • GTP-Binding Protein alpha Subunits, Gi-Go / metabolism*
  • GTP-Binding Protein alpha Subunits, Gs / metabolism*
  • Guanosine Monophosphate / analogs & derivatives
  • Guanosine Monophosphate / pharmacology*
  • Guanosine Triphosphate / analogs & derivatives
  • Protein Binding
  • Thionucleotides / pharmacology*
  • Tumor Cells, Cultured

Substances

  • BODIPY FL GTPgammaS
  • BODIPY-FL-guanosine 5'-(beta,gamma-imido)triphosphate
  • Boron Compounds
  • Fluorescent Dyes
  • Thionucleotides
  • Guanosine Monophosphate
  • Guanosine Triphosphate
  • GTP-Binding Protein alpha Subunits, Gi-Go
  • GTP-Binding Protein alpha Subunits, Gs